A few months ago, went and saw a semi regular WL. She greated me as though I was a regular and offered anything I wanted. Well the hour session was filled with everything I could think of at the time, then she offers bare back anal as she knows me well it seems. Mmm, I know it’s a risk but it’s an offer that probably only happens once ever. So I went as deep as I could up brown ally. Weird feeling and then the tip of my dick touched something way up there. Not shit but soft and floppy. I came but can’t say it was my best shot. Was worried for a while, got a regular blood test so all ok.